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Method for producing cyclohexanol

A technology of cyclohexanol and cyclohexanone, applied in the field of cyclohexanol production, can solve the problems of high catalyst cost, easy deactivation, slow reaction rate, etc., and achieves low investment and operation cost of process equipment, conversion rate and selectivity. High, simple post-processing effect

Active Publication Date: 2017-01-25
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These documents show that biological enzyme catalysis cannot be applied industrially in the short term because it is difficult to solve the problem of high catalyst cost and easy deactivation; the reaction rate of acid catalysis is slow, and the use of acid catalyst will also cause serious equipment corrosion and Pollution emission, the alcohol in the reaction system may also undergo etherification reaction under acid catalysis conditions; base catalysis has the advantages of mild reaction conditions and fast rate, but it is only suitable for raw materials with high purity, especially raw materials that cannot contain acid and and / or water, otherwise it will adversely affect the base catalyst
In addition, if homogeneous catalysis is used, there must be post-treatment steps such as neutralization, water washing, and drying, while heterogeneous catalysis (solid catalyst) is still in the stage of industrial testing, and there are no reports on the industrial application of heterogeneous catalysis in the literature.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Methanol (water content 0.079%) and cyclohexyl acetate (cyclohexyl acetate content is 99.35%, acetic acid content 0.023%) are pumped into the tubular reactor according to the molar ratio of alcohol to ester 8:1, at 250 ° C, 5MPa and the feed air velocity is 1h -1 The reaction was carried out under the same conditions, the reaction product was collected, and the conversion rate of cyclohexyl acetate was analyzed by 98.57%, the selectivity of cyclohexanol was 99.38%, the moisture content in the product was 0.056%, and the ether content was 0.02%. cyclohexene.

Embodiment 2

[0047] Methanol (water content 0.079%) and cyclohexyl acetate (cyclohexyl acetate content is 99.35%, acetic acid content 0.023%) are pumped into the tubular reactor according to the molar ratio of alcohol to ester 2:1, at 200 ° C, 8MPa and the feed air velocity is 0.5h -1 The reaction was carried out under the same conditions, the reaction product was collected, and the conversion rate of cyclohexyl acetate was analyzed by 94.42%, the selectivity of cyclohexanol was 99.83%, the moisture content in the product was 0.031%, and the ether content was 0.03%. cyclohexene.

Embodiment 3

[0049] Methanol (water content 0.079%) and cyclohexyl acetate (cyclohexyl acetate content 99.35%, acetic acid content 0.023%) were pumped into the tubular reactor according to the molar ratio of alcohol to ester 4:1, at 260 ° C, 6MPa and the feed air velocity is 1.0h -1 The reaction was carried out under the same conditions, the reaction product was collected, and the conversion rate of cyclohexyl acetate was analyzed as 99.23%, the selectivity of cyclohexanol was 99.54%, the moisture content in the product was 0.043%, and the ether content was 0.02%. cyclohexene.

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PUM

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Abstract

The invention provides a method for preparing cyclohexanol from cyclohexyl carboxylate serving as raw material by performing an ester exchange reaction under a near critical or supercritical condition. According to the method, a catalyst is not used, reaction products do not need to be separated in the reaction process, and low alcohol-to-ester ratio can be adopted; furthermore, the method has the characteristics of high reaction rate, high conversion rate, high selectivity and simple aftertreatment.

Description

technical field [0001] The invention relates to a method for producing cyclohexanol, in particular to a method for producing cyclohexanol by transesterification under near-critical or supercritical conditions. Background technique [0002] Cyclohexanol is a widely used chemical raw material and solvent. For example, cyclohexanol can undergo dehydration reaction at high temperature (such as 150°C to 300°C) to prepare cyclohexene. Among the many uses of cyclohexanol, the most important is cyclohexanone, the main intermediate in the production of nylon 6. [0003] Since the advent of nylon, DuPont, DSM, Monsanto, BASF, Sumitomo, Toray, Asahi Kasei and other world-renowned chemical companies have long been committed to the development of cyclohexanol (ketone) production technology. At present, the industrial production methods of cyclohexanol (ketone) include phenol hydrogenation method, cyclohexane oxidation method and cyclohexene hydration method. [0004] The phenol hydroge...

Claims

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Application Information

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IPC IPC(8): C07C27/00C07C29/128C07C35/08C07C67/03C07C69/14C07D223/10C07D201/06C07C51/16C07C55/14C07C45/29C07C49/603
CPCC07C29/09C07C29/128C07C29/1285C07C29/149C07C45/29C07C51/09C07C51/16C07C67/03C07C67/04C07D201/06C07D223/10C07C31/08C07C35/08C07C69/14C07C49/403C07C55/14C07C53/08C07C31/04C07C49/603C07C69/013Y02P20/52Y02P20/54
Inventor 宗保宁曾建立杜泽学
Owner CHINA PETROLEUM & CHEM CORP
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